Flag Hill, Saint Thomas Rentals

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Great rentals within 20 miles that match your search

St. John, USVI, Blue Agave Villa, 4 bedroom, dazzling sea view, pool, Cruz Bay

Cruz Bay villa

4 bedrooms / 4 bathrooms / sleeps 9

“Awesome View” We spent a week at the Blue Agave with 3 other couples. The set up was perfect as each couple had their own private bedroom and bath. When choosing a house for our vacation our main concerns was having master suites for all couples. Three of the suites had king beds and the fourth bedroom had a queen. That was all perfect. The other main concern was having a home that had a covered deck so we all would not crisp. Well this house was excellent for shade. There was a beautiful spacious deck with pool and lots of covered space so that no one had to sit in the sun unless they wanted to be. There were two tables under the shade area so plenty of room to eat any meals outside while enjoying the beautiful view. Always a nice cool breeze outside under the covered veranda area. We enjoyed watching the sugar birds come and go. Very entertaining. We put sugar on a plastic plate and set it on a post and had constant entertainment from the sugar birds. We would enjoy renting this home again if we should ever get back to St. John.

Responds fast! avg. 2 hours 11 minutes

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$592

Total Relaxation in Cane Garden Bay - Cottage #1

Road Town cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 10 minutes

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$209

Villa Mirino, Ocean front, Intimate East End Home

East End villa

5 bedrooms / 5 bathrooms / sleeps 10

“Beyond Expectations” I would not stay anywhere else on the island. The house itself is in immaculate condition with huge sliding glass doors in every room allowing for amazing views of the Caribbean from every room. I loved waking up to the breathtaking sunrise every morning and the house's beautiful décor encourages complete relaxation. Whether watching TV, playing Xbox/Playstation or listening to music via the surround sound system, it felt like our every whim was met. The kitchen is stocked with gourmet appliances and cookware which made my ability to create fantastic meals for us easy and fun. When we tired of laying by the pool, the beach was less than a mile away and the Red Hook night life was right down the street. This villa is truly one of the premier locations on the island. I cannot wait for the next trip back

Responds fast! avg. 2 hours 20 minutes

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$690

Coral Bay Eco Retreat:Off the Grid, Hike to Beach! Fall Deal: Only $125/night!

Coral Bay cottage

2 bedrooms / 2 bathrooms / sleeps 2

“Self-contained, off-the-grid mountaintop luxury with a view” Anyone who thinks living off the grid requires sacrifice of comfort clearly hasn't stayed here. Your water is provided by the rain. Your electricity is provided by the sun. A huge deck, cushy living spaces with beds in open air... windows? There aren't any. Shower? Outside. Yes, the toilets flush. And the view is a never-ending masterpiece of sea and sky. Complete privacy here on the mountain top. No neighbors.. except for an occasional island donkey. If you like quiet, romantic places, this is it. The stairs up are steep so if you can't climb, don't come here. But if you can climb stairs, you need to try this place, one of the cheapest luxuries on St. John. and one of the most powerful boosts for the soul one can imagine.

Responds fast! avg. 1 hour 55 minutes

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$153

THIS is the one!!!!

Coral Bay cottage

1 bedroom / 1 bathroom / sleeps 3

“A great place to stay!” Engaging with Judy Kane right from the start was fantastic. Her sage advice on how best to prepare for our trip with hints as to where to shop, car rentals, ferries and what to expect once we arrived let us know we had landed with a winner. She is a delight; fun loving, outgoing and concerned without being overbearing. The cottage is charming, better in person than the photos on line. It's breathtaking to sit on the deck with mountains that surround you. Birds are everywhere. We spent quite a bit of time reading, enjoying the scenery. The house itself is well stocked with every kind of device you might wish for - TV, DVD player, internet connection, books, games and even iPod speakers. The amount of information Judy has accumulated - a mammoth loose leaf filled with news clippings and articles along with books published about the area - provided us with recommendations for activities to keep us delighted. Each day, we struck out to a different beach to discover new sea life and coral formations we never would have found on our own. Having a car is a must. Judy made that clear to me. We were concerned about driving on the left and the narrow roads. It isn't for the faint of heart, but if you drive slowly and ignore the locals who might honk at you, you will soon adapt. I felt like I was on a freeway by the time I drove in St. Thomas to get back to the airport. I can't wait to return next year. St. John never disappoints me and Lower Carolina makes it even more alluring.

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$213

Responds fast! avg. 3 hours 10 minutes

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$316

Casa Azul at Crystal Cove, St. Thomas

Red Hook condo

1 bedroom / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 38 minutes

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$344

Mooncottage: Most Romantic St. John Petite Luxury Villa in peaceful Coral Bay

Coral Bay villa

2 bedrooms / 4 bathrooms / sleeps 4

“We didn't want to leave!” My husband and I stayed at Mooncottage for too short a time in april 2014. We loved it and will hope to go back one day. The layout of the cottage is perfect for a couple. Separate sleeping cottage allows for one to sleep-in undisturbed while the other makes coffee. The island/asian decor is very attractive and the house was fully equipped with everything we needed. But the very best feature is the view which is absolutely to die for. Once there, you will be happy to skip a day at the beach and just bask in the breezy air, taking an occasional dip in the tiny pool, positioned perfectly between the bedroom and the deck. The drive in is pretty hair-raising, but once you get the hang of the very steep and very rough roads (typical in Carol Bay and much of St. John) and the perilously steep driveway, you'll be so glad you made the journey!

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$656

Pelican Beach - Waterfront Suite Escape

Coral Bay villa

2 bedrooms / 1 bathroom / sleeps 4

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$295

5 bedroom 5 Baths Villa Del Mar post hurricane renovation has been completed

Belmont villa

5 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 2 hours 37 minutes

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$1,264

Luxury Honeymoon Suite/ Wifi/ Gated/ Privacy/ Private Pool/ Hot Tub

East End apartment

1 bedroom / 2 bathrooms / sleeps 4

“Best Place On Earth!!” Where do I begin... My husband and I were on our honeymoon. Dana and Jason were the best hosts-they gave you privacy, but if you need assistance they were always there to help. They made us feel at home in the HarmonySuite with happy smiles and open arms. We were given breakfast every morning-tastes of the Island foods- DELICIOUS ; ) It was amazing to see the iguanas that would come up to the deck to visit. The rooms were well-kept and well-stocked Dana and Jason have everything at your hands. The pictures don't lie the VIEWS were phenomenal-(I think I have a billion pictures of just the view) It was awesome to wake up and come home every day to the spectacular views. The pool/cabana and hot tub were extra touches to this fantastic getaway and are exclusively for your enjoyment . The people on the island are the best so sweet, helpful, and genuine-always great to be around, the beaches are jaw dropping we never wanted to get out- recommending COKI BEACH/ MAGENS BAY and night life was amazing recommending DUFFY'S LOVE SHACK/ SENOR FROGS (RED HOOK) all of this plus much more all located about 6-8 minutes away (car recommended). Can't wait to go back to the best place on earth!! Dana & Jason we love you, Thank You for making our honeymoon a time to remember forever..God Bless

Responds fast! avg. 2 hours 21 minutes

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Price per night from

$315

Scott Beach Villa

Red Hook apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 11 minutes

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Price per night from

$270

Stay In Style.......

Red Hook apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 11 minutes

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$385

Lime Tree at Peter Bay! New Construction! Luxury! Hot Tub! Pool! Full AC!

Hawksnest Bay villa

5 bedrooms / 6 bathrooms / sleeps 10

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$1,929

Sugar Bird Cove - Beachfront/Magens Bay view villa

St. Thomas house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 12 minutes

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$345

Sea Breeze Villa Cozy Private Studio Apartment

Water Island apartment

1 bedroom / 1 bathroom / sleeps 2

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$173

Striking Ocean Views, Privacy, Resident Managers

Water Island house

3 bedrooms / 2 bathrooms / sleeps 6

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$483

“Incredible return to Steele Point” Having stayed at Steele Point in the early 2000's, I was really looking forward to my return, as the house and property are like no other I have ever experienced. But my return was much greater than I expected - the house, on a peninsula at the end of the island of Tortola - always had the most majestic views and the feeling that you were part of nature. But since I was there, it had been remodeled and had become exquisitely plush and more comfortable than ever before (including a brand new master bedroom suite with a view that dreams are made of). Great attention to detail and comfort was evident everywhere, and the staff was extremely gracious in every regard. It is impossible to name everything I enjoyed about my stay - but it was the most fantastic vacation experience I have had in a long time. The house is its own resort and every thing we wanted to do - from snorkeling in crystal blue waters, to fine dining with a view of 12 islands at sunset, to reading in a number of stone outcroppings or hammocks overlooking the sea, to relaxing by the pool, to even sleeping in the most comfortable beds and linens - it was all available without leaving the property. I can't say enough about how much I enjoyed my stay. My only regret was having to leave and I am already working feverishly to plan to return again next year !! I highly recommend Steele Point - I truly believe it is a magical place and the experience of a lifetime !

Responds fast! avg. 3 hours 52 minutes

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Price per night from

$2,528

Lameshur Cottages - Main House

Coral Bay villa

2 bedrooms / 1 bathroom / sleeps 4

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$219

Beautiful Sapphire Beach St. Thomas, USVI

East End apartment

1 bedroom / 2 bathrooms / sleeps 5

“Perfect Stay at Sapphire Bay” We just returned from the most fabulous week in St Thomas at the Sapphire Beach condo. The condo location could not be more perfect. Just steps to the beach with the most serine views of the island. It is a quick 2 min drive to Red Hook harbor for great restaurants, bars, grocery store and ferry to BVI or St John. The owners were so accommodating bringing in a full size crib, high chair and pack and play for my 1 YO. The house keeper Norma gave us a complete run down of the area, where to eat and what to do during our stay. Being a family with 2 kids, this was the perfect stay for us. Full kitchen in the unit, washer and dryer, satellite TV, games and movies for the kids--and the convenience of going back and forth between the beach and home when needed. The island was nothing but beautiful and after visiting many beaches on the island, this was by far the best. If you don’t snorkel, you will start on this trip. The water is so calm and clear with amazing fish, turtles and coral. Plus gear is provided at the condo! A trip to the Mountain Top for a banana daiquiri is a must. For dinner, Fish Tails had the freshest seafood and best sushi around. For Caribbean fare, don’t skip Cuzzin's and Glady's in Charlotte Amalie-- absolutely delicious! We cannot wait to return to paradise-- maybe next time without the kiddos!

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$201

White Seagull SALE NOW

Cruz Bay villa

1 bedroom / 1 bathroom / sleeps 2

“Spectacular View and Wonderful Hospitality!” We just returned from a wonderful 8-day stay in the White Seagull, at "Just For Two" on St. John. This was a return trip for us, having stayed there, last May, as well. We rarely return to the same location, preferring to seek new adventures. This was a rare exception and a testimony to the wonder of this place - both St. John and Jacqueline's hospitality. The room is wonderfully decorated and comfortable, with 270 degree views of the Caribbean. We overlook Great Cruz Bay and Chocolate Hole from our windows, with views of St. Thomas from the Sky Lounge. It's amazing to wake to the early sunrise and see the ocean view, by simply sitting up in the bed. We took wonderful photos of the sunsets from the rooftop Sky Lounge and our location near the top of a mountain, overlooking the island. Jacqueline readily gave us access to her private patio, as well, providing wonderful views of Great Cruz Bay and relaxing surroundings to talk or simply play cards, in paradise! The room is well decorated with antiques and personal items. There was good Wi-Fi access and a TV with limited channels, but we rarely used them. A fireplace was available, but we can't imagine using it, except in the dead of "winter"! The room offers a small kitchenette, suitable for simple breakfasts or lunch preparation. There is access to a grill in the courtyard, as well. However, we mostly enjoyed the wonderful food at all the restaurants on the island. You definitely need to rent a car and we have had great experience with Courtesy Rental. The roads are steep, somewhat narrow and you get the challenge of driving on the left side. It's a challenge, but quickly becomes comfortable. The roads Just For Two are steep, but enjoyable. There is a back way that allows a "less steep" option, if it is rainy. Next year is our 25th anniversary and we are planning to return, yet again. It's hard to argue with perfection - especially for a milestone date.

Responds fast! avg. 3 hours 14 minutes

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$448

Gorgeous PRIVATE BEACH & Pool at Luxury Magens Bay Villa Serena

Magens Bay villa

5 bedrooms / 4 bathrooms / sleeps 12

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$2,166

TROPICAL ORCHID SALE NOW

Cruz Bay villa

1 bedroom / 1 bathroom / sleeps 2

“spectacular views with affordable villa” My husband and I had wonderful time in the Tropical Garden villa we rented from Jacqueline. This is not the typical rental where you pick up your key and you're on your own. Jacqueline met us after we arrived on the ferry and rented our jeep to follow her up to the villa. Her home is part of the property to which her four rental villas are connected, and everything is well kept. She was so friendly and helpful providing advice and making sure we had everything we needed. By the end of the week, we had become friends. The Tropical Garden villa has a spectacular view overlooking Great Cruz Bay, Chocolate Hole, and Heart Bay, which you can enjoy from the deck, living room and bedroom. It is on the lower level and has a secluded feeling. It has a full kitchen and a gas grill in the garden. There is a hot tub with a view that you can find at the end of the path through the tropical garden. The beach chairs and cooler that were provided were very much appreciated during our many outings to different gorgeous beaches every day. We have fond memories of waking up and seeing that incredible view and enjoying our breakfast on the deck. We also enjoyed staying in the White Seagull villa for the latter part of the trip when it was available. We would stay in either one again. Jacqueline went above and beyond to make our stay extra special. We were sad to leave but very happy to have a new friend in St. John!

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$328

Spectacular VIew in Lush Surroundings

East End cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 5 minutes

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$184

Scott Beach Villas 2.......

Red Hook apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 11 minutes

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$218

Amazing Ocean views and breezes at incredible villa

Cruz Bay villa

3 bedrooms / 2 bathrooms / sleeps 6

“Can't wait to go back!” We loved Villa Mar de amores from the moment we got there. Amazing views, great vibes, lovely decorations, high ceilings, comfy beds, great kitchen, just perfect. It's even nicer than the pictures. We all started smiling when we climbed to the top of the hill in our Jeep. Perfect amount of space for the five of us. Could sit on that deck any time of day and be totally entranced. The owner is great, and the on island managers were also great. We booked the house again for next year before we left!

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$385

Serenity - Private Caribbean Style Pool Villa: $250./nt or less!

St Thomas East condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 53 minutes

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$173

Blue Moon Villa at Point Pleasant Resort - STT

East End apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 24 minutes

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Price per night from

$114

Luxury Villa with Large Pool Above Honeymoon Beach

Water Island house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 29 minutes

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Price per night from

$410

Almost Heaven Villa

Jost Van Dyke villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 42 minutes

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$648

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Price per night from

$837

Horizons Cottage. Walk to the beach, amazing views, privacy and comfort.

Coral Bay house

2 bedrooms / 2 bathrooms / sleeps 6

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$328

The Retreat - Stunning Secluded Oceanfront Villa

St. John villa

2 bedrooms / 2 bathrooms / sleeps 10

“Even better than expected” This villa was what I expected, except even more amazing. To begin with it is in excellent shape, and was remarkably clean on our arrival, and I am someone who is critical about those things in particular. The garage doors make it so that no matter where you are in the house you feel like you're outside. I don't think there was one thing that we looked for an couldn't find. The view is just remarkable. There are a couple of villas that are being constructed, but the construction noise is an occasional saw, or hammer, or some distant music, nothing that was at all disturbing. We ate mostly in Coral Bay because of proximity, although the drive to Cruz Bay was only about 30 minutes, so really not that bad on a lazy vacation. I am the ultimate mosquito magnet, and yes there were mosquitos, but nothing more than I expected. I was extremely pleased to find that all of the screens are in perfect shape, which I was a little nervous about. We left the screen to the courtyard closed all the time which I think helped, and also closed all the screens around dusk and dawn. It was really an incredible house. I can't imagine staying anywhere else on a return trip to St. John.

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$498

Slice of Paradise

Charlotte Amalie apartment

2 bedrooms / 1 bathroom / sleeps 4

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$195

Your Home Away From Home.........

Red Hook villa

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 11 minutes

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$615

Palm Vista: 1 of the Top 10 Villa Views in World! Over 120 FIVE STAR REVIEWS

Cruz Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

“Comfortable and pleasant with easy days and restful nights.” We returned home with fond memories of our wonderful 10 days in St. Johns. On our arrival, we were welcomed at the Cruz Bay ferry dock by a representative of Palm Vista who guided us, after picking up our car rental, to the Palm Vista villa. All operational issues of the villa and our responsibilities were explained. The lodging at Palm Vista was perfect for what we had wished--isolated when we were there, spectacular views at all times of day, comfortable, clean inside and out, nice flowers and setting, spacious and quiet. To top that, everything worked splendidly, from the kitchen and its appliances, to the showers, to the grill, to the wireless if you were so inclined. The seemingly perilous drive to Palm Vista through the turns and up the slopes was definitely worth the few anxious moments and the courageous act was always generously rewarded. We made many trips with our rented Jeep Wrangler and snorkeled and enjoyed visiting other parts of the island and having some memorable dinners. But, returning to Palm Vista was always joined with great anticipation by all four of us for the waiting discussion, drinks, sometimes dinner, and views to pass the time and to catch some sun with complete relaxation, mostly around the pool and on the main patio. Some books were read and the nights were perfect for a restful sleep. We took a chance depending upon the website for information, and it worked out excellently. I will keep Palm Vista in mind for the next time. Of course, the picture of Palm Vista copied on the ceramic cup that we took home, will come in sight every time the cup is lifted, be it containing coffee or scotch, and it will bring back great memories of the paradise we found. All things worked out regarding travel and car rental, and we enjoyed some nice food and comfortable dining in town. We all had a great time! There is no mistake here!

Responds fast! avg. 3 hours 10 minutes

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$478

Pink Conch Villa

Cruz Bay villa

2 bedrooms / 3 bathrooms / sleeps 5

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$526

Wooow Experience at Little Taj by the Sea!

St. Thomas villa

5 bedrooms / 6 bathrooms / sleeps 13

“A DREAM COME TRUE” My stay at the Taj was one of the most memorable vacations.Given the areas relaxed atmosphere,waking up each morning to the blue sea,watching ships go by,followed by a swim on the beach.ST.Thomas with its unique culture was very inviting as I enjoyed the music and dance performances down town each thursday.Restaurants provided meals not to be forgotten served by some of the friendliest people I have come across. Back at the Taj,some evenings were spent dinning outside taking in beautiful sunsets .Outside of St.Thomas I ventured to St.Johns and St.Croix places that added to my appreciation of the Virgin islands as a destination to enjoy the simple and yet important aspects of life.

Responds fast! avg. 2 hours 12 minutes

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Price per night from

$436

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